JP4091559B2 - Antiseptic disinfectant and cosmetics, pharmaceuticals and foods containing the antiseptic disinfectant - Google Patents

Description

  The present invention relates to an antiseptic disinfectant and cosmetics, pharmaceuticals and foods containing the antiseptic disinfectant. An object of the present invention is to contain a 1,2-alkanediol having 5 to 10 carbon atoms and a chelating agent, whereby an antibacterial and fungicidal agent that can enhance the antibacterial activity inherent to 1,2-alkanediol, and the The object is to provide cosmetics, pharmaceuticals and foods containing a preservative fungicide.

Parabens, benzoic acids, salicylic acids, and the like are used as antiseptic fungicides in cosmetics (including quasi drugs), pharmaceuticals, and foods. However, the antiseptic disinfectant described above has a drawback that the concentration range of use is limited because it is highly skin irritating and low in safety. For example, the use restriction concentration of paraben and benzoate is 1%, and the use restriction concentration of benzoic acid and salicylic acid is 0.2%.
Moreover, since the above-mentioned antiseptic disinfectant is easily influenced by pH, the antiseptic disinfecting effect is poor in stability, and the antibacterial and antibacterial activity is remarkably reduced by the combined use with other components such as surfactants. There was also a problem that there was a case.

  In recent years, there has been a tendency to increase the number of people who cause allergic reactions to the above-mentioned antiseptic disinfectants. There is an increasing demand for cosmetics, pharmaceuticals and foods with reduced amounts.

  As a technique for reducing or eliminating the antiseptic disinfectant, an antiseptic disinfectant composed of 1,2-alkanediol (see Patent Document 1) and a detergency or non-detergent cosmetic moisturizing bacteriostatic agent composed of 1,2-octanediol (See Patent Document 2) and the like. However, when 1,2-alkanediol such as 1,2-octanediol is used alone as an antiseptic disinfectant, a high blending amount may be required to obtain sufficient effectiveness. Since 2-alkanediol has a peculiar raw material odor, a technique capable of exhibiting a sufficient antiseptic sterilization effect even with a low content is desired.

  In addition, as a technique related to an antiseptic fungicide using 1,2-alkanediol, an external composition (see Patent Document 3) formulated by combining 1,2-pentanediol and 2-phenoxyethanol, and 1,2-alkanediol An antiseptic disinfectant comprising paraben (see Patent Document 4) is disclosed. However, these are intended to improve the effect of the preservative by using a preservative and a 1,2-alkanediol such as 1,2-pentanediol in an attempt to completely eliminate the preservative itself. It was not intended to enhance the antibacterial activity of 1,2-alkanediol.

Japanese Patent Laid-Open No. 11-322591 JP 2001-48720 A JP-A-10-53510 JP 11-310506 A

  In view of this situation, as a result of intensive studies by the present inventors, the antibacterial activity inherent to 1,2-alkanediol is enhanced by using 1,2-alkanediol and a chelating agent together as antiseptic fungicides. As a result, the present invention has been completed.

The invention according to claim 1 is one or more chelates selected from the group consisting of 1,2-alkanediol having 5 to 10 carbon atoms and edetic acid, polyphosphoric acid, pyrophosphoric acid, gluconic acid, and salts thereof. The present invention relates to an antiseptic disinfectant characterized by containing an agent.
The invention according to claim 2 comprises 1,2-alkanediol having 5 to 10 carbon atoms and one or more chelating agents selected from the group consisting of edetic acid, polyphosphoric acid, gluconic acid, and salts thereof. It relates to an antiseptic disinfectant characterized by containing .
The invention according to claim 3, wherein the 1,2-alkanediol, an antiseptic disinfectant according to claim 1 or 2, characterized in that 1,2-hexanediol and / or 1,2-octanediol About.
The invention according to claim 4 relates to the antiseptic disinfectant according to claim 1 or 2 , wherein the 1,2-alkanediol is 1,2-octanediol.
The invention which concerns on Claim 5 is related with the foodstuff which mix | blends the antiseptic disinfectant in any one of Claims 1 thru | or 4 .
The invention according to claim 6 is a cosmetic or pharmaceutical product (provided that 1,2-pentanediol or 1,2-hexane is incorporated), wherein the antiseptic disinfectant according to any one of claims 1 to 4 is blended. Diol, an edetate-containing external composition, and 1,2-pentanediol, hinokitiol or 2-phenoxyethanol, and an external composition containing sodium gluconate) .

  Since the antiseptic disinfectant according to the present invention contains 1,2-alkanediol and a chelating agent, the antibacterial activity inherent to 1,2-alkanediol is enhanced. Therefore, it is not necessary to add a conventional antiseptic disinfectant, and high safety can be obtained.

When 1,2-hexanediol or 1,2-octanediol is used as the 1,2-alkanediol, an antiseptic disinfectant with higher antibacterial activity can be obtained.
When one or more selected from the group consisting of edetic acid, polyphosphoric acid, gluconic acid, and salts thereof are used as the chelating agent, a preservative and fungicide with higher antibacterial activity can be obtained.

  Cosmetics, pharmaceuticals and foods containing the antiseptic disinfectant according to the present invention do not need to contain conventional antiseptic disinfectants such as salicylic acid, benzoic acid and parabens, and the antiseptic disinfectant according to the present invention has excellent antibacterial activity. Therefore, the preservative disinfectant itself can be made into a low blending amount and is extremely safe.

  Hereinafter, the antiseptic disinfectant according to the present invention will be described in detail. The antiseptic disinfectant according to the present invention contains 1,2-alkanediol and a chelating agent.

  The first component of the antiseptic disinfectant according to the present invention is a 1,2-alkanediol having 5 to 10 carbon atoms represented by the following formula 1 (chemical formula 1), specifically, 1,2-pentanediol. 1,2-hexanediol, 1,2-heptanediol, 1,2-octanediol, 1,2-nonanediol, 1,2-decanediol.

（但し、式中、ｎは２〜７の整数を示す。）

(In the formula, n represents an integer of 2 to 7.)

In the present invention, one of the above-mentioned 1,5-alkanediols having 5 to 10 carbon atoms can be used alone, or two or more kinds can be mixed and used.
1,2-alkanediol itself has excellent antibacterial activity, and has the effect of increasing the antibacterial activity of the antiseptic disinfectant according to the present invention. Particularly, in the present invention, among 1,2-alkanediols having 5 to 10 carbon atoms, 1,2-hexanediol and 1,2-octanediol are preferably used, and 1,2-octanediol is more preferably used. preferable.

The second component of the antiseptic disinfectant according to the present invention is a chelating agent.
The chelating agent is not particularly limited, for example, edetic acid, nitrilotriacetic acid, hydroxyethylethylenediaminetriacetic acid, diethylenetriaminepentaacetic acid, triethylenetetraminehexaacetic acid, cyclohexanediaminepentaacetic acid, glycine, serine, alanine, lysine, cystine, tyrosine, Methionine, ascorbic acid, citric acid, malic acid, tartaric acid, lactic acid, oxalic acid, malonic acid, maleic acid, erythorbic acid, succinic acid, fumaric acid, pyruvic acid, salicylic acid, gluconic acid, polyacrylic acid, polymaleic acid, pyrophosphoric acid , Tripolyphosphoric acid, polyphosphoric acid and orthophosphoric acid, and salts thereof.
Examples of the chelating agent salt include sodium salt, potassium salt, calcium salt and the like.
A chelating agent may be mix | blended individually by 1 type, and may mix and mix 2 or more types.

  By using a chelating agent with a 1,2-alkanediol having 5 to 10 carbon atoms, the antibacterial action of the 1,2-alkanediol having 5 to 10 carbon atoms can be synergistically enhanced. In particular, in the present invention, among the above-mentioned chelating agents, one or more of edetic acid, polyphosphoric acid, pyrophosphoric acid, gluconic acid, and salts thereof are preferable because higher antibacterial action can be obtained. , Edetic acid, polyphosphoric acid, gluconic acid and salts thereof are more preferably used.

  In the antiseptic disinfectant according to the present invention, the content of the first component 1,2-alkanediol having 5 to 10 carbon atoms and the chelating agent as the second component is not particularly limited. It mix | blends so that it may become 100-100: 1, Preferably 1: 10-10: 1. Antibacterial activity is enhanced by adding 1,2-alkanediol more than 100 times the compounding amount of chelating agent, and adding chelating agent more than 100 times the compounding amount of 1,2-alkanediol. This is not preferable because the effect cannot be expected.

  Since the antiseptic disinfectant according to the present invention contains 1,2-alkanediol as the first component and a chelating agent as the second component, as shown in the test examples described later, Due to the synergistic effect of the component and the second component, an excellent antiseptic sterilization effect is exhibited. Therefore, it is not necessary to blend or blend a preservative antibacterial agent such as paraben, benzoic acid or salicylic acid, which has been used before, and extremely high safety can be obtained.

The antiseptic disinfectant according to the present invention described above can be used by blending it in cosmetics, pharmaceuticals, foods and the like.
Specifically, cosmetics for skin such as face wash, lotion, milky lotion, cream, foundation, mascara, nail enamel, lipstick, shampoo, hair treatment, hair nourishing and hair restorer, hair cream, hair lotion, hair foam, Hair cosmetics such as permanent wave agents, medicinal cosmetics (quasi-drugs) with specific uses such as stains and freckles, acne medicines, gargles, lozenges, chewing gum, candy, It can use suitably for foodstuffs, such as a drink.

In the case of preparing cosmetics, pharmaceuticals or foods using the antiseptic disinfectant according to the present invention, components usually used in cosmetics, pharmaceuticals or foods can be arbitrarily arbitrarily blended within the range where the effects of the present invention are not impaired. . For example, in the case of cosmetics and pharmaceuticals (including quasi drugs), fats and oils, waxes, higher fatty acids, lower alcohols, higher alcohols, sterols, fatty acid esters, humectants, surfactants, polymer compounds, inorganic pigments, dyes , Fragrances, antioxidants, ultraviolet absorbers, vitamins, astringents, whitening agents, animal and plant extracts, purified water, and the like.
In the case of foods, animal and vegetable oils, polysaccharides, sweeteners, colorants, gum bases and the like can be exemplified.

  When preparing cosmetics, pharmaceuticals or foods, the amount of the antiseptic disinfectant according to the present invention is not particularly limited, but is 0.01 to 20% by weight, preferably 0.05 to 5% by weight in the composition. Even if it exceeds 20% by weight, no further effect can be expected. Moreover, when it is less than 0.01% by weight, the antibacterial effect is inferior, which is not preferable.

[Example 1]
(Test bacteria)
As test bacteria, Escherichia coli IFO3972 (Escherichia coli), Pseudomonas aeruginosa IFO13275 (Pseudomonas aeruginosa) and Candida albicans IFO1594 (oral candidiasis) were used.

(Preparation of bacterial solution for inoculation)
In the case of Escherichia coli and Pseudomonas aeruginosa, the bacterial solution for inoculation was cultured on an agar medium at 35 ° C, then transplanted to a bouillon medium and cultured at 35 ° C. A solution obtained by diluting the obtained culture solution to about 10 ⁸ cells / mL with a bouillon medium was used as a bacterial solution for inoculation.
Further, in the case of oral candidiasis, the same culture at 30 ° C. and diluted to about 10 ⁷ cells / mL were used as the inoculum.

(Preparation of dilution series of test substance)
5, 4-, 3, 2.5, 2.25, 2, 1.75, 1.5, 1.25, 1 w / v% 1,2-octane using 20 w / w% ethyl cellosolve as a diluent solvent A diol solution was prepared.
Moreover, about the edetate disodium and the equivalence mixture of 1, 2- octanediol and edetate disodium, the dilution series was prepared by doubling 5 w / v% liquid.

(Measurement of minimum inhibitory concentration (MIC))
For each 1 mL of dilution series containing the test substance, 9 mL of each agar medium was placed in a petri dish, and for each, the inoculum bacterial solution was streaked to a length of about 1 cm. Cultivation was performed at 35 ° C. for Escherichia coli and Pseudomonas aeruginosa, and the presence or absence of bacterial growth after 2 days was determined. Moreover, about oral candidiasis bacteria, it culture | cultivated at 25 degreeC and the presence or absence of the growth of a microbe after 3 days was determined. At this time, the minimum concentration at which no growth was observed was determined as MIC. The results are shown in Table 1.

  In addition, antibacterial power can be evaluated by MIC. There is no effect on microorganisms when the concentration of the test substance is low, but growth suppression occurs when the concentration is increased. This degree of growth proceeds depending on the concentration, and finally the growth stops. The concentration at this time is expressed as MIC. Therefore, when the concentration is higher than MIC, the microorganisms are killed.

(Dual minimum inhibitory concentration)
Each MIC of the obtained 1,2-octanediol, disodium edetate, and an equal weight mixture of 1,2-octanediol and disodium edetate was mixed with 1,2-octanediol and disodium edetate. And a binary minimum growth inhibitory concentration diagram was obtained.
In addition, the effect at the time of mix | blending two types of substances which have antimicrobial property can be determined with a binary minimum growth inhibitory density | concentration. Specifically, when two types of substances having antibacterial properties are blended, the action caused by the substances is roughly classified into a synergistic action, an additive action, and an antagonistic action. The synergistic action is an action in which two drugs act synergistically to further enhance the inherent antibacterial power. The additive action is an action in which the antibacterial powers of the respective drugs are combined. Antagonism is an action when one drug counteracts the antibacterial activity of another drug. Then, the method based on the binary minimum growth inhibition concentration diagram is a method of determining from the graph by measuring the MIC for each of the A substance and B substance while changing their ratios, as shown in FIG. According to this, when MIC (point A) in only substance A and MIC (point B) only in substance B are connected, the MIC when both substances are used is on the inner side of this line (point C) is a synergistic effect in which the antibacterial activity is enhanced by the combined use, if it is on the line (point D), if it is an additive action, if it is outside the line (point E), either or both It can be determined that the antagonistic action counteracts the antibacterial activity and decreases the antibacterial activity.
FIG. 2 shows a binary minimum inhibitory concentration diagram for disodium edetate.

[Example 2]
The same procedure as in Example 1 was performed using sodium polyphosphate as the chelating agent and Pseudomonas aeruginosa and oral candidiasis as the test bacteria, and the MIC in Table 2 and the binary minimum inhibitory concentration diagram in FIG. 3 were obtained. .

[Example 3]
Using gluconate sodium as a chelating agent and Staphylococcus aureus IFO13276 (Staphylococcus aureus) as a test bacterium, the same operation as in the case of Escherichia coli of Example 1 was carried out. The inhibition concentration diagram was determined.

(Evaluation of antibacterial effect)
2 to 4, the combination of 1,2-octanediol and a chelating agent such as disodium edetate, sodium polyphosphate, sodium gluconate has the antibacterial activity inherent to 1,2-octanediol. It can be seen that it is synergistically enhanced.

Hereinafter, formulation examples of cosmetics, pharmaceuticals and foods containing the antiseptic disinfectant according to the present invention will be shown.
<Formulation Example 1: Moisturizing cream>
Decaglyceryl monolaurate 1.0
Monostearic acid POE (15) glyceryl 1.0
Hydrogenated soybean phospholipid 1.0
Stearic acid 4.0
Cetanol 2.0
Behenyl alcohol 2.0
Paraffin 3.0
Squalane 12.0
Jojoba oil 4.0
Methylpolysiloxane 0.2
1,3-butylene glycol 3.0
L-Arginine 0.1
Xanthan gum 0.001
1,2-octanediol 0.25
Edetate disodium 0.10
Purified water
Total 100.0% by weight

<Formulation Example 2: Hydrophilic ointment>
Ascorbic acid 0.5
Polyoxyethylene cetyl ether 2.0
Hydrogenated soybean phospholipid 1.0
Stearic acid 4.0
Glycerol monostearate 10.0
Liquid paraffin 10.0
Vaseline 4.0
Cetanol 5.0
Propylene glycol 5.0
1,2-hexanediol 0.5
Sodium polyphosphate 0.2
Purified water
Total 100.0% by weight

<Prescription Example 3: Beverage>
Glucose liquid sugar 33.0
Grapefruit juice 64.0
1,2-pentanediol 0.5
Sodium polyphosphate 0.01
Fragrance 0.5
Acidulant appropriate amount
Total 100.0% by weight

The antiseptic disinfectant according to the present invention synergistically enhances the antiseptic disinfecting activity inherent to 1,2-alkanediol by using a C5-C10 1,2-alkanediol in combination with a chelating agent. Therefore, it is useful as an antiseptic and fungicide for cosmetics, pharmaceuticals, foods and the like.
Since cosmetics, pharmaceuticals or foods according to the present invention contain 1,2-alkanediol having 5 to 10 carbon atoms and a chelating agent as an antiseptic disinfectant, the amount of the conventional antiseptic disinfectant is reduced. It can be used in a blended amount or a substantially unblended amount, and is useful as a cosmetic, pharmaceutical product or food having high safety.

It is a figure which shows an example of the method of judging the effect produced by the case where two types of substances which have antimicrobial property are mix | blended from binary minimum growth inhibitory density | concentration. 2 is a binary minimum growth inhibition concentration diagram regarding Example 1. FIG. FIG. 3 is a binary minimum growth inhibition concentration diagram regarding Example 2; FIG. 6 is a binary minimum growth inhibition concentration diagram regarding Example 3.

Claims (6)

It contains a C5-C10 1,2-alkanediol and at least one chelating agent selected from the group consisting of edetic acid, polyphosphoric acid, pyrophosphoric acid, gluconic acid, and salts thereof. An antiseptic disinfectant. Preservation characterized by containing 1,2-alkanediol having 5 to 10 carbon atoms and one or more chelating agents selected from the group consisting of edetic acid, polyphosphoric acid, gluconic acid, and salts thereof Fungicide. The antiseptic disinfectant according to claim 1 or 2 , wherein the 1,2-alkanediol is 1,2-hexanediol and / or 1,2-octanediol. The antiseptic disinfectant according to claim 1 or 2 , wherein the 1,2-alkanediol is 1,2-octanediol. A food comprising the antiseptic disinfectant according to any one of claims 1 to 4 . Cosmetics or pharmaceuticals containing the antiseptic disinfectant according to any one of claims 1 to 4 (however, containing 1,2-pentanediol or 1,2-hexanediol and edetate) And an external composition containing 1,2-pentanediol, hinokitiol or 2-phenoxyethanol, and sodium gluconate) .

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